Finding executive sponsors and willing sidekicks–strategically


Hi Reader,

Let’s face it, a big part of a design leader’s job is trying to introduce new ways to work or change how companies think about problems and solutions. IRL, introducing new mindsets and practices can be really hard, especially when your company has done things a certain way for a long time.

While your ultimate goal may be to help transform a company into one that’s customer-led or human-first, it’s super important to pick and choose your partners strategically along the way. You need to find your allies, your sidekicks.

The conventional, and often suggested, approach is to “find yourself an executive champion or sponsor!”. There are three big factors that tend to complicate this in the real world:

  • Finding an executive champion is practically impossible unless you’re a dude, have previously worked with that person, or were hired directly by them
  • It can take months, if not years to develop that kind of trust, but you know change is needed now
  • Influential leaders can scale organizational change, but are really hesitant to try new things without first seeing evidence that those things will work

If you want to try new things, build a case of evidence that those things work, and are looking to find yourself an executive sponsor, I suggest a slightly different approach. Start with sidekicks. That is to say, begin experimenting now with those who are less influential but willing to try new things with the idea of gaining executive trust along the way. My favorite way to do it is with a simple 2x2 grid.

The Stakeholder Map; Find your sidekicks to find your champions

Stakeholder analysis is a great way to select strategic partners. Utilizing a two-by-two grid, you can quickly map who has power/influence in your workplace and who is willing to experiment with new ways of working. As you may have guessed, this particular version is called Stakeholder Mapping.

In my adapted version of the Stakeholder Map the purpose of this plot is two-fold: 1) To understand stakeholders who will advocate for design when designers aren’t in the room, and 2) To find “less visible” projects to work on to build case studies of success.

The grid is divided into four sections:

  • Champions: influential partners who can help drive scalable adoption of design
  • Challengers: influential partners who may be skeptical of design
  • Sidekicks: partners willing to experiment with something new and willing to forgive if the experiment doesn’t go as planned
  • Say-nos: partners to politely de-prioritize

The grid looks like this:

Stakeholder Mapping

5 steps to conduct your analysis

There are five steps to take to complete the analysis.

  1. CAPTURE the PPOs? Power resides not just with individuals, but also within teams and projects. Write down the People, Projects, and Organizations working you work with. One per post-it.
  2. MAP the PPOs. Once you've captured the People, Projects, and Organizations you're working with, place them on the stakeholder map according to 1.) how much power they have and 2.) how willing they are to try new things.
  3. Identify your Sidekicks. When trying new processes or methods, look to experiment with those who do not have a lot of power. The last thing you want is for a failure to be VERY public and affect the bottom line. You want to test new approaches and build a business case that the approach works before pitching it to those who have power. Sidekicks are often stuck, but highly motivated to try something new. They need your help!
  4. Identify your Sponsors vs. Challengers. Sponsors will advocate for you when you're not in the room, but they want to see evidence something is working before trying it with a large, important initiative. Challengers are influential, but not really motivated to change until they see others having success or when a Champion takes the lead. You'll likely need to work with both of them and it's important to know who you want to be your sponsor.
  5. Identify who you’ll say, “No” to. If there’s one pattern I’ve seen that’s consistent from company to company, it’s that the majority of people what to help each other. The reality is, we are often limited by the time and budget to do so. When it comes to prioritizing work, sometimes we need to say, “No” with kindness. There are some colleagues who want your help, are not motivated to change how they do things, and don’t have the influence to push for needed organizational change. These are the people to say, “No” to kindly.

After this quick analysis, you should have a relatively quick idea of who you might try and work with more when it comes to new processes or practices. And, hopefully you feel a little more confident in those decisions.

Time and time again, I’ve found sidekicks to be the key to developing trust across an organization at all levels. They’re the people we likely work with day to day and if we can have positive collaborations together, we can pitch and sell the value of the work together. That’s really what this is all about. Finding willing partners to try new things with, doing great work, then advocating to do more of that work with senior leaders.

Resources

Use the Stakeholder Map Mural template
Download a PDF version


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Alright, that’s enough for today! By now, you have a better idea on how to sell your argument and with whom.

– Ryan

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